Oyster Bay Naples

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Oyster Bay is a luxury waterfront community of single family homes, condos, and townhomes in Naples, Florida, with a range of options priced between $379,000 and $7,499,000. There are currently a total of 36 homes for sale in Oyster Bay. The smallest Oyster Bay home presently available is a three bedroom two bathroom residence that is 886 square feet, and the largest of the Oyster Bay homes currently on the market has five beds and six baths and is a 7,352 square foot (5,073SF Under Air) residence.

Pets are allowed in Oyster Bay. There is a limit of how many pets you may have.

There are two commercial airports that serve Oyster Bay - Southwest Florida International Airport (RSW), which is twenty eight miles away, and Page Field (FMY), which is 32 miles away.

Oyster Bay real estate activity on the Naples MLS during the past year (as of November 2025) reflects fifteen homes changing hands, with an average asking price of $2,985,999 and an average selling price of $2,677,967. This represents a list-to-sell price ratio of 90% and $880 per square foot. During this period, Oyster Bay homes for sale have taken an average of a long 247 or more days to sell.

In addition, there are numerous other communities in Naples to choose from, or you may browse all available Naples Real Estate, including some new construction opportunities. Homes for sale in Oyster Bay are selling quickly. Set up a new listing alert, and we will notify you immediately when a new waterfront home in Oyster Bay hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Gulf Coast real estate needs.

Oyster Bay Homes For Sale

1380 Pelican Ave, Naples
$7.499 Million

MLS#225041921

1380 Pelican Ave
Naples, FL 34102

5

6

3

7,352 SqFt

Pool

Water Front

0.26 Acres

189 Days

New Construction

1100 Sandpiper St, Naples
$7,200,000

MLS#225065690

1100 Sandpiper St
Naples, FL 34102

5

7

2

7,000 SqFt

Pool

Bay Access

0.24 Acres

6 Days

New Construction

1435 Osprey Ave, Naples
$6.9 Million

MLS#225064127

1435 Osprey Ave
Naples, FL 34102

4

4

3

5,659 SqFt

Pool

Bay Access

0.26 Acres

97 Days

1400 Jewel Box Ave, Naples
$5,800,000

MLS#225073826

1400 Jewel Box Ave
Naples, FL 34102

4

4

2

4,161 SqFt

Pool

Water Front

0.25 Acres

3 Days

1460 Jewel Box Ave, Naples
Reduced
$4,490,000
$4,990,000

MLS#225072155

1460 Jewel Box Ave
Naples, FL 34102

3

4

2

3,854 SqFt

Pool

Water Front

0.25 Acres

34 Days

1501 Chesapeake Ave, Naples
$3.95 Million

MLS#225001507

1501 Chesapeake Ave
Naples, FL 34102

6

8

6,767 Sq Ft

Pool

Water Front

0.29 Acres

298 Days

1515 Osprey Ave, Naples
$2,869,997

MLS#225073778

1515 Osprey Ave
Naples, FL 34102

3

2

2

2,501 SqFt

Pool

Water Front

0.26 Acres

26 Days

1311 Chesapeake Ave #4a, NAPLES
$2,480,000

MLS#MFRO6282610

1311 Chesapeake Ave #4a
Naples, FL 34102

3

3

2

2,104 SqFt

Water Front

254 Days

1589 Osprey Ave, Naples
$2,250,000

MLS#225072824

1589 Osprey Ave
Naples, FL 34102

3

2

1

2,110 SqFt

Water Front

0.26 Acres

16 Days

1600 Curlew Ave, Naples
$1,985,000

MLS#225066305

1600 Curlew Ave
Naples, FL 34102

3

2

1

1,924 SqFt

Pool

Water Front

0.26 Acres

82 Days

1525 Osprey Ave, Naples
$1,985,000

MLS#225074667

1525 Osprey Ave
Naples, FL 34102

4

2

2

3,758 SqFt

Water Front

0.26 Acres

16 Days

1311 Chesapeake Ave 4a, Naples
$1,899,000

MLS#225076125

1311 Chesapeake Ave 4a
Naples, FL 34102

3

3

2

3,104 SqFt

Bay Access

254 Days

You may also be interested in Oyster Bay in Vero Beach.

Other Oyster Bay listings
Condos Townhouses Rentals

What schools are Oyster Bay homes zoned for?

Where you live in Naples determines which public schools your children may attend, which directly influences home values. Homes in Oyster Bay are zoned for the following Collier County school districts, making school zone boundaries a key factor in property desirability and market demand.

High School

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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